Potassium Bromide → (1S,9S)6,10-Dioxo-9(fluoren-9-ylmethyloxycarbonylamino)-1,2,3,4,7,8,9,10-octahydro-6H-pyridazino[1,2-a][1,2]-diazepine-1-carboxylic acid

Participants

Role	Name	HCID	Charge
Reactant	Potassium Bromide	HCID 253877	—
Reactant	9(S)-benzoylamino-octahydro-6,10-dioxo-6H-pyridazino[1,2-a][1,2]diazepine-1(S)-carboxylic acid	HCID 18396548	—
Reactant	(1S,9S)t-Butyl 6,10-dioxo-9-(fluoren-9-ylmethyloxycarbonylamino)-1,2,3,4,7,8,9,10-octahydro-6H-pyridazino[1,2-a][1,2]-diazepine-1-carboxylate	HCID 67022165	—
Solvent	Dichloromethane	HCID 6344	—
Product	(1S,9S)6,10-Dioxo-9(fluoren-9-ylmethyloxycarbonylamino)-1,2,3,4,7,8,9,10-octahydro-6H-pyridazino[1,2-a][1,2]-diazepine-1-carboxylic acid	HCID 18396546	96%

Reaction Steps

was prepared from 211f in 96% yield by the same method as for 212e: mp 120-126° C.; [αD25 -72.5° (c 0.1, CH2Cl2). IR (KBr) 3406, 2950, 1725, 1670, 1526, 1449, 1421, 1272, 1248, 1223, 1175, 761, 741; 1H NMR (CDCl3) δ 7.76 (2H, m), 7.62-7.26 (4H, m), 6.07, 5.76 (2H, brs, d, d, J=2.9), 5.46, 5.36 (1H, 2m), 4.79-4.54 (2H, m), 4.77 (2H, m), 4.21 (1H, m), 3.41 (1H, m), 2.89 (1H, m), 2.69 (1H, m), 2.35 (2H, m), 1.98, 1.73 (4H, 2m). MS(ES-, m/z) 462 (M+ -1, 50%), 240 (100%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06008217
Source dataset	uspto-grants-1999_12
ORD ID	ord-734eb9e74ae64edf9c877f8ffe78007a
Source note	uspto-grants-1999_12